Hydrochloric Acid → HCID 67533120, compound

HRID 1942149Notes

Reaction equation

HRID 1942149 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[N:4]=[C:5]([C:21]([O:23]CC)=[O:22])[C:6](=[O:20])[N:7]2[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1.[OH-].[Na+].Cl>C(O)C>[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[N:4]=[C:5]([C:21]([OH:23])=[O:22])[C:6](=[O:20])[N:7]2[C:12]1[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67532576HCID 67532576, compound

Product 1

HCID 67533120HCID 67533120, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

14.3 g (41.8 mmol) of ethyl 5-fluoro-1-(4-methoxyphenyl)-2-oxo-1,2-dihydroquinoxaline-3-carboxylate was dissolved in ethanol (100 ml), and 10.0 g (62.5 mmol) of a 25% aqueous solution of sodium hydroxide was added thereto. The mixture was stirred for 2 hours at room temperature. The reaction mixture was concentrated under reduced pressure, and water was added to the residue thus obtained. The mixture was acidified using 10% hydrochloric acid. A solid precipitated therefrom was separated by filtration, washed with water, and then dried, to obtain 11.1 g (yield: 84%) of 5-fluoro-1-(4-methoxyphenyl)-2-oxo-1,2-dihydroquinoxaline-3-carboxylic acid as a pale yellow powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and water
  2. additionwas added to the residue
  3. customthus obtained
  4. customA solid precipitated
  5. customtherefrom was separated by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-fdef86660a6b4aecba69533ff4968602
Source dataset
uspto-grants-2013_03
Patent number
US08389523B2

Reaction notes

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